Bolton Vacations from $404

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Your Bolton Vacation

Say bye-bye to the hassle of planning and hello to a Bolton vacation package. With your travel details organized before you go, you can focus on discovering the best of this city, starting with Downtown Hartford, which is great for shopping, families and festivals. If your trip to Bolton includes some sightseeing, don't miss renowned attractions like Nathan Hale Homestead, Manchester Parkade and Tallwood Country Club. Expedia will help you escape the everyday. Tailor your vacation to Bolton to suit your travel style, whatever that may be.

The Latest Bolton vacation packages

Price found within the past 48 hours. Click for updated prices.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $505, price is now $404 per person
$404
per person
Jul 24 - Jul 27
found 10 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9.2/10 Wonderful! (2,167 reviews)
Nothing we didn't like.

Reviewed on Jun 20, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $714, price is now $559 per person
$559
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8/10 Very Good! (1,000 reviews)
The rooms were just old. Pillows were flat and towels thin.

Reviewed on Jun 21, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $1,044, price is now $840 per person
$840
per person
Jul 27 - Jul 29
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
No reviews
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $760, price is now $616 per person
$616
per person
Jul 24 - Jul 27
found 10 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
2/10 (1 review)
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $546, price is now $450 per person
$450
per person
Jul 24 - Jul 27
found 10 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
8.6/10 Excellent! (1,023 reviews)
the staff was very friendly. Breakfast was excellent.

Reviewed on Jun 21, 2026

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Bolton Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Jun 28 to Jun 29
$127 total
Jun 28 - Jun 29
Total with taxes and fees
7.4/10 Good! (1,378 reviews)
"It was pretty gross. There was a rat, the room was okay and had a nice view but the shower had a leak that sprayed a lot onto the floor. Lucky for them I wiped it up both times… A drink I got out of the machine on floor 9 was covered in dust, lmao. Definitely would not go back."

Reviewed on Jun 21, 2026

The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $76 total per night from Jul 7 to Jul 8
$76 total
Jul 7 - Jul 8
Total with taxes and fees
7/10 Good! (1,188 reviews)
"Everything was terrible. I asked for a non-smoking room. They gave me a smoking room that smells horrible. The bedsheets were burnt with cigarettes. The room was very dirty. I had to buy cleaning products myself and clean the bed and the bathtub myself. I’m a mathematic person and I had to sleep ..."

Reviewed on Jun 21, 2026

Motel 6 Wethersfield, CT - Hartford
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike Windsor Locks CT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jun 24 to Jun 25
$108 total
Jun 24 - Jun 25
Total with taxes and fees
6.8/10 (1,823 reviews)
"the floor seemed kind of dirty. The beds were very comfortable. Unable to close bathroom door even with full body weight. it definitely needs to be replaced"

Reviewed on Jun 21, 2026

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
See all 547 properties in Bolton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Bolton Vacation Packages

Bolton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Xfinity Theatre, Connecticut Science Center and Crystal Lake Sandy Beach

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Frequently asked questions

How much does a Bolton vacation package cost?
You can snap up a vacation package to this top destination from $404 on Expedia. However, how much your vacation to Bolton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Bolton?
December, January and February are the best times to search for cheap Bolton vacation packages. Choosing to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Bolton?
Generally, a handful of days is enough to see the main attractions during your Bolton vacation. But if you want to have more time to unwind or take day trips, think about extending your itinerary.
How to find the best Bolton package deals?
Use Expedia's filter tool to find some terrific Bolton package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Bolton package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Bolton vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalized Bolton vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Bolton?
If you're planning a spur-of-the-moment Bolton trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Bolton vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Bolton trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.